6-Bromo-2-naphthalenol → HCID 11254170, compound

HRID 895193Notes

Reaction equation

HRID 895193 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([OH:12])[CH:6]=[CH:5]2.[F:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]>>[F:13][C:14]1[CH:15]=[C:16]([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[CH:8]=[C:7]([OH:12])[CH:6]=[CH:5]3)[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

Participants

3

Reactant 2

HCID 271446-Bromo-2-naphthalenolHCID 27821943-Fluoro-4-methoxyphenylboronic acid

Product 1

HCID 11254170HCID 11254170, compound

Procedure

The title compound was prepared by reacting 6-bromo-2-naphthol (3.2 g, 18.8 mmol) with 3-fluoro-4-methoxyphenylboronic acid (3.5 g, 15.7 mmol) according to method A to yield 3.3 g (78%) of white solid: mp 174-176° C.; 1H NMR (DMDO-d6): δ 3.89 (3H, s), 7.11 (1H, dd, J=8.79 Hz, J=1.95 Hz), 7.13 (1H, s), 7.26 (1H, J=8.79 Hz), 7.57 (1H, d, J=8.79 Hz), 7.66 (1H, dd, J=13.18 Hz, J=1.95 Hz), 7.71 (1H, dd, J=8.79 Hz, J=1.46 Hz), 7.75 (1H, d, J=8.79 Hz), 7.82 (1H, d, J=8.79 Hz), 8.07 (1H, s), 9.81 (1H, s); MS (ESI) m/z267 (M−H)−.

Sources & evidence

ORD record
ord-7c1559bea75b4b088a2fded800399d9e
Source dataset
uspto-grants-2005_07
Patent number
US06914074B2

Reaction notes

Loading…